This was going to be a "weakest version of link that can take on Risky Boots" thread, but I decided on this version, to see which versions of Link that Risky Boots (of the Shantae series of games) could fight.
Link (Skyward Sword)
Link (Minish Cap/Four Swords)
Link (Ocarina of Time/Majora's Mask)
Link (A Link to the Past/Oracle of Ages/Oracle of Seasons/Link's Awakening)
Link (A Link Between Worlds/Triforce Heroes, assuming that the Link in Triforce Heroes is the same Link as in ALBW)
Link (Hyrule Fantasy/Zelda II)
Link (Twilight Princess)
Link (Four Swords Adventures)
Link (Wiind Waker/Phantom Hourglass)
Link (Spirit Tracks)
Link (Breath of the Wild)